Caribbean

$67+ Cheap flights from Dulles Intl (IAD) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/17. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — SJU
Jul 8 — Jul 151
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Cheap flight deals from Dulles Intl to Caribbean

Keep the following information in mind while searching for Dulles Intl to Caribbean flight deals. Data was last updated July 3, 2025.

Round-trip from

$169
(Priceline)

One-way from

$67
(Priceline)

Popular in

December

Cheapest in

March

Average price

$324

Good round-trip deal

$228 or less

Good one-way deal

$125 or less
From Washington, D.C. Dulles Intl to Caribbean
One-way flight from Washington, D.C. Dulles Intl to Caribbean
Highest demand for flights based on searches. 12% potential increase in price ($47 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
Average for round-trip flights in July 2025
Price to beat on a round-trip flight from Washington, D.C. Dulles Intl to Caribbean.
Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Caribbean.

Find flight deals from Dulles Intl to Caribbean

Cheapest flights from Dulles Intl to Caribbean
Explore the most affordable flight options available from Dulles Intl to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 3, 2025.

This Priceline deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/57:25 pmIAD - SJU
1 stop28h 34mFrontier
Wed 7/97:34 pmSJU - IAD
1 stop22h 54mFrontier
Deal found 7/3$169
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/151:06 pmIAD - SJU
1 stop11h 21mAmerican Airlines
Fri 7/187:54 amSJU - IAD
1 stop16h 04mAmerican Airlines
Deal found 7/2$175
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/246:35 amIAD - SJU
1 stop8h 09mUnited Airlines
Fri 8/293:56 pmSJU - IAD
1 stop8h 36mUnited Airlines
Deal found 7/2$185
This SmartFares deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/156:10 amIAD - PUJ
1 stop8h 00mFrontier
Wed 7/303:24 pmPUJ - IAD
1 stop8h 48mFrontier
Deal found 7/1$329
This Kiwi.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/167:25 pmIAD - PUJ
1 stop14h 48mMultiple Airlines
Sat 8/2312:31 pmPUJ - IAD
1 stop8h 17mMultiple Airlines
Deal found 7/2$345
This Mytrip deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1011:58 amIAD - STT
2 stops24h 32mMultiple Airlines
Sat 8/2312:18 pmSTT - IAD
2 stops22h 26mMultiple Airlines
Deal found 7/2$350
This Expedia deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/266:10 amIAD - SXM
2 stops11h 11mFrontier
Sat 8/26:26 pmSXM - IAD
2 stops29h 46mFrontier
Deal found 7/1$356
This Priceline deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2412:24 pmIAD - STT
1 stop28h 05mFrontier
Mon 7/285:14 pmSTT - IAD
1 stop18h 42mFrontier
Deal found 7/3$362
This Air Canada deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1710:20 amIAD - NAS
1 stop7h 10mAir Canada
Mon 9/226:30 pmNAS - IAD
1 stop15h 08mAir Canada
Deal found 7/2$375
This Mytrip deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/612:31 pmIAD - SDQ
1 stop23h 46mFrontier
Tue 7/81:48 amSDQ - IAD
1 stop22h 24mFrontier
Deal found 7/3$378
This Mytrip deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/166:10 amIAD - MBJ
1 stop9h 35mFrontier
Sat 8/23:53 pmMBJ - IAD
1 stop20h 56mFrontier
Deal found 7/2$378
This United Airlines deal was found by Cheapflights users on 7/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/168:37 amIAD - NAS
Nonstop3h 01mUnited Airlines
Sat 8/232:53 pmNAS - IAD
1 stop9h 02mUnited Airlines
Deal found 7/1$388

Cheapflights Fare Finder

Customize your flight search to find flights from Dulles Intl to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to Caribbean that are best for you.

Fly from

Dulles Intl

Fly to

Caribbean

Route

Depart

Return

Price

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sat 8/23

11:11 am-3:08 pm

Nonstop3h 57m

San Juan Luis Munoz Marin Intl

Sat 8/30

6:30 am-10:26 am

Nonstop3h 56m

$169

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Tue 7/15

1:06 pm-12:27 am

1 stop11h 21m

San Juan Luis Munoz Marin Intl

Fri 7/18

7:54 am-11:58 pm

1 stop16h 04m

$175

Washington, D.C.San Juan

IAD - SJU

IADSJU

Washington, D.C. Dulles Intl

Sun 8/24

6:35 am-2:44 pm

1 stop8h 09m

San Juan Luis Munoz Marin Intl

Fri 8/29

3:56 pm-12:32 am

1 stop8h 36m

$185

Washington, D.C.Punta Cana

IAD - PUJ

IADPUJ

Washington, D.C. Dulles Intl

Tue 7/15

6:10 am-2:10 pm

1 stop8h 00m

Punta Cana

Wed 7/30

3:24 pm-12:12 am

1 stop8h 48m

$329

Washington, D.C.Punta Cana

IAD - PUJ

IADPUJ

Washington, D.C. Dulles Intl

Sat 8/16

7:25 pm-10:13 am

1 stop14h 48m

Punta Cana

Sat 8/23

12:31 pm-8:48 pm

1 stop8h 17m

$345

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Sun 8/10

11:58 am-12:30 pm

2 stops24h 32m

Saint Thomas Island Cyril E King

Sat 8/23

12:18 pm-10:44 am

2 stops22h 26m

$350

Washington, D.C.Simpson Bay

IAD - SXM

IADSXM

Washington, D.C. Dulles Intl

Sat 7/26

6:10 am-5:21 pm

2 stops11h 11m

Simpson Bay Princess Juliana

Sat 8/2

6:26 pm-12:12 am

2 stops29h 46m

$356

Washington, D.C.Saint Thomas Island

IAD - STT

IADSTT

Washington, D.C. Dulles Intl

Thu 7/24

12:24 pm-4:29 pm

1 stop28h 05m

Saint Thomas Island Cyril E King

Mon 7/28

5:14 pm-11:56 am

1 stop18h 42m

$362

Washington, D.C.Nassau

IAD - NAS

IADNAS

Washington, D.C. Dulles Intl

Wed 9/17

10:20 am-5:30 pm

1 stop7h 10m

Nassau Intl

Mon 9/22

6:30 pm-9:38 am

1 stop15h 08m

$375

Washington, D.C.Montego Bay

IAD - MBJ

IADMBJ

Washington, D.C. Dulles Intl

Wed 7/16

6:10 am-2:45 pm

1 stop9h 35m

Montego Bay Sangster Intl

Sat 8/2

3:53 pm-1:49 pm

1 stop20h 56m

$378

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 60 results
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Best time to book a flight from Dulles Intl to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Dulles Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Washington, D.C. Dulles Intl Airport to Caribbean

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $254). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from IAD to CB?

Find hourly flight availability from Dulles Intl to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated July 3, 2025.

When flying from Washington, D.C. Dulles Intl Airport to Caribbean, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Washington, D.C. Dulles Intl Airport to Caribbean

Explore weekly flight availability from Dulles Intl to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 3, 2025.

The most flights from IAD to 0CB are scheduled on a Thursday (3 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (2 on average).

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated July 3, 2025.
Read reviews from past customers who have flown Southwest, Delta, and Copa Airlines from Washington, D.C. Dulles Intl Airport to Caribbean. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
8.0
Very good

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Avelo Airlines
7.4
Good

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Boarding

8.2

Entertainment

7.6

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines to fly from Washington, D.C. Dulles Intl Airport to Caribbean one-way?

    The cheapest airlines for a one-way flight from Washington, D.C. Dulles Intl Airport to Caribbean are Frontier ($67), American Airlines ($85), and United Airlines ($94).

  • What are the most popular routes from Washington, D.C. Dulles Intl Airport to Caribbean?

  • What are the most reliable airlines from Washington, D.C. Dulles Intl Airport to Caribbean?

    No one likes to see their flight delayed. When booking a flight from Washington, D.C. Dulles Intl Airport to Caribbean consider choosing Air Canada (81%), United Airlines (81%) or Brussels Airlines (67%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Caribbean?

    While on average a flight from Washington, D.C. Dulles Intl Airport to Caribbean is generally $717, our data shows the cheapest flight currently is $79. When looking at the most popular route, (Washington, D.C. Dulles Intl - San Juan Luis Munoz Marin Intl), you can expect to pay $156 for that flight.

  • Can I find deals for flights from Dulles Intl to Caribbean that include hotel bookings?

    Yes. In addition to deals on Dulles Intl to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dulles Intl to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dulles Intl to Caribbean.

  • Can I find deals for business class flights from Dulles Intl to Caribbean?

    Yes. Cheapflights offers flight deals from Dulles Intl to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Caribbean?

    Currently, September is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Caribbean (average of $254). Flying from Washington, D.C. Dulles Intl Airport to Caribbean in June is currently the most expensive (average of $339). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Dulles Intl to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.

Top 9 airlines flying from Dulles Intl to Caribbean

Discover the top 9 airlines that operate flights from Dulles Intl to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated July 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$103Average$361FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$135Average$325FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$203Average$385FlexibilityNo cancel feeOn-time62%
DeltaCheapest$206Average$596FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$224Average$648FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$294Average$612FlexibilityNo cancel feeOn-time69%
AviancaCheapest$332Average$430FlexibilityNo cancel feeOn-time71%
Copa AirlinesCheapest$347Average$477FlexibilityNo cancel feeOn-time70%
Air CanadaCheapest$450Average$518FlexibilityNo cancel feeOn-time67%

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